1-{2-[Tris-(4-methoxy-phenyl)-methylsulfanyl]-ethyl}-piperidine-3-carboxylic acid

ID: ALA307361

Chembl Id: CHEMBL307361

PubChem CID: 10075407

Max Phase: Preclinical

Molecular Formula: C30H35NO5S

Molecular Weight: 521.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(SCCN2CCCC(C(=O)O)C2)(c2ccc(OC)cc2)c2ccc(OC)cc2)cc1

Standard InChI:  InChI=1S/C30H35NO5S/c1-34-26-12-6-23(7-13-26)30(24-8-14-27(35-2)15-9-24,25-10-16-28(36-3)17-11-25)37-20-19-31-18-4-5-22(21-31)29(32)33/h6-17,22H,4-5,18-21H2,1-3H3,(H,32,33)

Standard InChI Key:  PUVZOYCETPRHJK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA307361

   1-{2-[Tris-(4-methoxy-phenyl)-methylsulfanyl]-ethyl}-piperidine-3-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 521.68

Molecular Weight (Monoisotopic): 521.2236

AlogP: 5.53

#Rotatable Bonds: 11

Polar Surface Area: 68.23

Molecular Species: ZWITTERION

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.21

CX Basic pKa: 9.37

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.54

References

1. Dhar TG, Borden LA, Tyagarajan S, Smith KE, Branchek TA, Weinshank RL, Gluchowski C..  (1994)  Design, synthesis and evaluation of substituted triarylnipecotic acid derivatives as GABA uptake inhibitors: identification of a ligand with moderate affinity and selectivity for the cloned human GABA transporter GAT-3.,  37  (15): [PMID:8057281] [10.1021/jm00041a012]

Source

Source(1):

• Scientific Literature